Cozy Pittsfield Gem W/ Deck, Gazebo & Fireplace!
apartment, Pittsfield
This 3-bedroom, 3-bathroom Pittsfield apartment offers convenient access to outdoor recreation, located 8 miles from Bousquet Mountain Ski Area and 12 miles from Jiminy Peak Mountain Resort, with Ashuwillticook Rail Trail just 1 mile away and Pittsfield State Forest 8 miles distant.
This family-friendly residence accommodates up to 10 guests with a fully equipped kitchen, fireplace, Smart TV, in-unit washer/dryer, and outdoor spaces including a deck, balcony, and gazebo, plus a main-level bedroom and bathroom ideal for guests with mobility considerations.
This family-friendly residence accommodates up to 10 guests with a fully equipped kitchen, fireplace, Smart TV, in-unit washer/dryer, and outdoor spaces including a deck, balcony, and gazebo, plus a main-level bedroom and bathroom ideal for guests with mobility considerations.
Extended Stay- Full Kitchen 1br Apartment In Downtown Pittsfield
apartment, Pittsfield
This Pittsfield apartment is located near Tanglewood Music Center, Colonial Theater, Herman Melville's Arrowhead, and Hancock Shaker Village.
This one-bedroom, one-bathroom unit accommodates up to four guests and features a king bed, a sofa bed, air conditioning, and internet.
This one-bedroom, one-bathroom unit accommodates up to four guests and features a king bed, a sofa bed, air conditioning, and internet.
Hidden Oasis In The Mountains By Evergreen Home
apartment, Pittsfield
This Berkshire County colonial-style home sits atop a hill overlooking October Mountain, seven minutes from Bousquet Mountain Ski Area, seven minutes from Lenox, and nine minutes from Pittsfield.
This 3,600-square-foot house features five bedrooms, three bathrooms, and accommodates up to ten guests, boasting a hot tub, home gym, pool table, and proximity to hiking, skiing, and golfing.
This 3,600-square-foot house features five bedrooms, three bathrooms, and accommodates up to ten guests, boasting a hot tub, home gym, pool table, and proximity to hiking, skiing, and golfing.
Red Brick Ranch
apartment, Pittsfield
This 2-bedroom, 1-bathroom apartment in Pittsfield is located in a quiet and secure neighborhood, offering easy access to popular attractions and city amenities.
This unit accommodates up to 3 guests and features air conditioning, a full kitchen with a fridge, freezer, microwave, and dishwasher, plus onsite parking and a garden.
This unit accommodates up to 3 guests and features air conditioning, a full kitchen with a fridge, freezer, microwave, and dishwasher, plus onsite parking and a garden.
Newly Renovated, And Spacious Great For Family
apartment, Pittsfield
This one-bedroom apartment is situated in downtown Pittsfield, just minutes from the Berkshire Museum and the vibrant restaurants and shops of North Street.
The apartment is newly renovated with modern furniture and appliances, including a private parking spot, a jacuzzi, and access control on all doors for added security.
The apartment is newly renovated with modern furniture and appliances, including a private parking spot, a jacuzzi, and access control on all doors for added security.
Berkshire Mountain Lodge
house, Pittsfield
Located in Pittsfield, this chalet is close to Guido's Marketplace and within 3 miles of attractions such as Bousquet Ski Area and Housatonic River. With a very good user rating and an excellent location rating, this chalet offers a comfortable stay for travelers.
The chalet features one bedroom and one bathroom, and includes a kitchen with a fridge, microwave oven, and dishwasher. Guests can enjoy amenities such as air conditioning, a swimming pool, a Jacuzzi, a garden, a sauna, a spa, a concierge, a restaurant, a bar, a fitness center, and parking.
The chalet features one bedroom and one bathroom, and includes a kitchen with a fridge, microwave oven, and dishwasher. Guests can enjoy amenities such as air conditioning, a swimming pool, a Jacuzzi, a garden, a sauna, a spa, a concierge, a restaurant, a bar, a fitness center, and parking.
Solomon Ely Homestead Set In Walkable Downtown
apartment, Pittsfield
This 1847 New England farmhouse rental in downtown Pittsfield offers convenient access to theaters, restaurants, and is a short drive from Tanglewood, Bousquet Ski Area, and Hancock Shaker Village.
The four-bedroom, one-bathroom house sleeps seven guests and features a kitchen with a fridge, freezer, and microwave, keyless entry, on-site host assistance, a spacious sunroom, wraparound porch, backyard deck, and a fire pit.
The four-bedroom, one-bathroom house sleeps seven guests and features a kitchen with a fridge, freezer, and microwave, keyless entry, on-site host assistance, a spacious sunroom, wraparound porch, backyard deck, and a fire pit.
Spacious Historic Home In The Berkshires!
apartment, Pittsfield
This Pittsfield vacation home offers convenient access to the Colonial Theatre, Berkshire Athenaeum, and Berkshire Museum, all within a 10-minute walk, and is less than a mile from the Housatonic River and Barrington Stage Company.
This 3,300-square-foot house features seven bedrooms, two bathrooms, accommodates nine guests, and includes a fully equipped kitchen, fireplace, in-house washer, private garden, balcony, and parking.
This 3,300-square-foot house features seven bedrooms, two bathrooms, accommodates nine guests, and includes a fully equipped kitchen, fireplace, in-house washer, private garden, balcony, and parking.
Lakefront Home In The Heart Of The Berkshires
apartment, Pittsfield
This lakefront home is located near Pittsfield, Massachusetts, within a 20-minute drive of Jiminy Peak ski resort and Tanglewood, and a 10-minute drive from the Berkshire Museum. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The spacious 4-bedroom, 4-bathroom dwelling offers ample room for up to 10 guests. Enjoy stunning lake views, a private balcony, multiple living areas, three decks, a patio with a fire pit, and access to a garden, a Jacuzzi, and parking.
The spacious 4-bedroom, 4-bathroom dwelling offers ample room for up to 10 guests. Enjoy stunning lake views, a private balcony, multiple living areas, three decks, a patio with a fire pit, and access to a garden, a Jacuzzi, and parking.
Elmer Estate
apartment, Pittsfield
This 3-bedroom, 1-bathroom apartment is situated on the Pittsfield/Lenox border, offering a 5-10 minute drive to Pittsfield's shopping, dining, and art venues, as well as nearby ski resorts.
This rental sleeps up to 5 guests and features internet, air conditioning, a kitchen, parking, and two porches with scenic views of the Berkshire Hills.
This rental sleeps up to 5 guests and features internet, air conditioning, a kitchen, parking, and two porches with scenic views of the Berkshire Hills.
3 Bedroom Home W/ Lake And Mountain Views Near Skiing, And Cultural Attractions!
apartment, Pittsfield
This pet-friendly vacation rental is located in Pittsfield, just a short drive from Pittsfield State Forest and the Crane Museum of Papermaking. The surrounding area offers a peaceful and scenic setting for a relaxing getaway.
This 3-bedroom, 2-bathroom apartment comfortably sleeps 6 guests. Amenities include a fully equipped kitchen, a private terrace, a fireplace, laundry facilities, and free Wi-Fi, making it a comfortable and convenient option for families or groups.
This 3-bedroom, 2-bathroom apartment comfortably sleeps 6 guests. Amenities include a fully equipped kitchen, a private terrace, a fireplace, laundry facilities, and free Wi-Fi, making it a comfortable and convenient option for families or groups.
Modern Gem In The Heart Of Berkshires
apartment, Pittsfield
This Pittsfield apartment is conveniently located near both South and North County attractions, including Mass MoCA, the Clark Institute, and Tanglewood, making it a great base for exploring the Berkshires. The apartment has earned excellent ratings for its cleanliness, location, and user experience.
The apartment features a spacious living and dining area, perfect for relaxing after a day of exploring, and comfortably accommodates up to four guests. Amenities include a screened-in porch, a shared backyard, a well-equipped kitchen, a modern bathroom, driveway parking, and laundry access.
The apartment features a spacious living and dining area, perfect for relaxing after a day of exploring, and comfortably accommodates up to four guests. Amenities include a screened-in porch, a shared backyard, a well-equipped kitchen, a modern bathroom, driveway parking, and laundry access.
